2-(1-哌嗪)苄醇 | 321909-01-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 2-(1-哌嗪)苄醇
• 中文别名: 2-(1-哌嗪基)苄醇
• 英文名称: [2-(piperazin-1-yl)phenyl]methanol
• 英文别名: 2-(1-Piperazinyl)benzyl alcohol；(2-piperazin-1-ylphenyl)methanol
• CAS: 321909-01-7
• 化学式: C₁₁H₁₆N₂O
• 分子量: 192.261
• InChiKey: BNQWOCMZRVUREJ-UHFFFAOYSA-N

物化性质

• 沸点：
  374.8±32.0 °C(Predicted)
• 密度：
  1.120

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  35.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-哌嗪)苄醇 、 Boc-D-Tic-D-p-Cl-Phe-OH 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-3-{(R)-1-(4-Chloro-benzyl)-2-[4-(2-hydroxymethyl-phenyl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Novel Arylpiperazines as Potent and Selective Agonists of the Melanocortin Subtype-4 Receptor

  摘要：

  The melanocortin receptors have been implicated as potential targets for a number of important therapeutic indications, including inflammation, sexual dysfunction, and obesity. We identified compound 1, an arylpiperazine attached to the dipeptide H-D-Tic-D-p-Cl-Phe-OH, as a novel melanocortin subtype-4 receptor (MC4R) agonist through iterative directed screening of nonpeptidyl G-protein-coupled receptor biased libraries. Structure-activity relationship (SAR) studies demonstrated that substitutions at the ortho position of the aryl ring improved binding and functional potency. For example, the o-isopropyl-substituted compound 29 (K-i = 720 nM) possessed 9-fold better binding affinity compared to the unsubstituted aryl ring (K-i = 6600 nM). Sulfonamide 39 (K-i = 220 nM) fills this space with a polar substituent, resulting in a further 2-fold improvement in binding affinity. The most potent compounds such as the diethylamine 44 (K-i = 60 nM) contain a basic group at this position. Basic heterocycles such as the imidazole 50 (K-i = 110 nM) were similarly effective. We also demonstrated good oral bioavailability for sulfonamide 39.

  DOI：

  10.1021/jm0304109
• 作为产物：
  描述：

  2-(4-N-Boc-哌嗪)苄基乙醇 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 2-(1-哌嗪)苄醇
  参考文献：
  名称：

  Structure–activity relationship studies on a series of piperazinebenzylalcohols and their ketone and amine analogs as melanocortin-4 receptor ligands

  摘要：

  A series of piperazinebenzylalcohols were prepared and studied to compare with their ketone and amine analogs as MC4R antagonists. Several benzylalcohols such as 14a and 14g displayed low nanomolar binding affinities (K-i < 10 nM), and high selectivities over other melanocortin receptor subtypes. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.076

文献信息

• THERAPEUTIC COMPOUNDS AND COMPOSITIONS
  申请人：Salituro Francesco G.

  公开号：US20100331307A1

  公开（公告）日：2010-12-30

  Compounds and compositions comprising compounds that modulate pyruvate kinase M2 (PKM2) are described herein. Also described herein are methods of using the compounds that modulate PKM2 in the treatment of cancer.

  本文描述了调节丙酮酸激酶M2（PKM2）的化合物和含有这些化合物的组合物。本文还描述了利用调节PKM2的化合物治疗癌症的方法。
• Novel 1, 2-Disubstituted Amido-anthraquinone Derivatives, Preparation Method and application thereof
  申请人：HUANG Hsu-Shan

  公开号：US20110207739A1

  公开（公告）日：2011-08-25

  A series of novel 1,2-disubstituted amido-anthraquinone derivatives, and the preparation method and application of said derivatives. Said application includes said derivatives with therapeutically effective amount being prepared into pharmaceutical compositions for inhibition of cancer cell growth, further treating cancer.

  一系列新颖的1,2-二取代氨基蒽醌衍生物，以及所述衍生物的制备方法和应用。所述应用包括将所述衍生物与治疗有效量配制成药物组合物，用于抑制癌细胞生长，进一步治疗癌症。
• PHENYL AMINO PIPERIDINE mTORC INHIBITORS AND USES THEREOF
  申请人：Navitor Pharmaceuticals, Inc.

  公开号：US20180127370A1

  公开（公告）日：2018-05-10

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用它们的方法。
• Tie-2 Modulators and Methods of Use
  申请人：Bannen Canne Lynne

  公开号：US20070275952A1

  公开（公告）日：2007-11-29

  The present invention provides compounds for modulating protein kinase enzymatic activity for modulating cellular activities such as proliferation, differentiation, programmed cell death, migration and chemoinvasion. Compounds of the invention inhibit, regulate and/or modulate kinases, particularly Tie-2. Methods of using the compounds and pharmaceutical compositions thereof to treat kinase-dependent diseases and conditions are also an aspect of the invention.

  本发明提供了用于调节蛋白激酶酶活性以调节细胞活动，如增殖、分化、程序性细胞死亡、迁移和化学侵袭的化合物。本发明的化合物抑制、调节和/或调节激酶，特别是Tie-2。使用这些化合物及其制药组合物治疗激酶依赖性疾病和病况的方法也是本发明的一个方面。
• Tie-2 modulators and methods of use
  申请人：Exelixis, Inc.

  公开号：US08013156B2

  公开（公告）日：2011-09-06

  The present invention provides compounds for modulating protein kinase enzymatic activity for modulating cellular activities such as proliferation, differentiation, programmed cell death, migration and chemoinvasion. Compounds of the invention inhibit, regulate and/or modulate kinases, particularly Tie-2. Methods of using the compounds and pharmaceutical compositions thereof to treat kinase-dependent diseases and conditions are also an aspect of the invention.

  本发明提供了用于调节蛋白激酶酶活性的化合物，以调节细胞活动，如增殖、分化、程序性细胞死亡、迁移和化学侵袭。本发明的化合物抑制、调节和/或调节激酶，特别是Tie-2。使用这些化合物和其制成的药物组合物来治疗依赖于激酶的疾病和病况也是本发明的一个方面。